Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis

Toru Motozaki; Kiyoto Sawamura; Akari Suzuki; Keigo Yoshida; Tatsuo Ueki; Aiko Ohara; Ryosuke Munakata; Ken Ichi Takao; Kin Ichi Tadano

doi:10.1021/ol050763x

Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis

Toru Motozaki, Kiyoto Sawamura, Akari Suzuki, Keigo Yoshida, Tatsuo Ueki, Aiko Ohara, Ryosuke Munakata, Ken Ichi Takao, Kin Ichi Tadano

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

37 Citations (Scopus)

Abstract

(Chemical Equation Presented) We have completed the total synthesis of natural (+)-tubelactomicin A (1), a 16-membered macrolide antibiotic. This Letter presents a highly efficient synthesis of the upper-half segment (C14-C24) and the completion of the total synthesis featuring a high-yielding Stille coupling for the connection of the upper-half and lower-half segments and Mukaiyama macrolactonization for the construction of the entire structure of 1.

Original language	English
Pages (from-to)	2265-2267
Number of pages	3
Journal	Organic Letters
Volume	7
Issue number	11
DOIs	https://doi.org/10.1021/ol050763x
Publication status	Published - 2005 May 26

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol050763x

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title = "Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis",

abstract = "(Chemical Equation Presented) We have completed the total synthesis of natural (+)-tubelactomicin A (1), a 16-membered macrolide antibiotic. This Letter presents a highly efficient synthesis of the upper-half segment (C14-C24) and the completion of the total synthesis featuring a high-yielding Stille coupling for the connection of the upper-half and lower-half segments and Mukaiyama macrolactonization for the construction of the entire structure of 1.",

author = "Toru Motozaki and Kiyoto Sawamura and Akari Suzuki and Keigo Yoshida and Tatsuo Ueki and Aiko Ohara and Ryosuke Munakata and Takao, {Ken Ichi} and Tadano, {Kin Ichi}",

year = "2005",

month = may,

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doi = "10.1021/ol050763x",

language = "English",

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journal = "Organic Letters",

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T1 - Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis

AU - Motozaki, Toru

AU - Sawamura, Kiyoto

AU - Suzuki, Akari

AU - Yoshida, Keigo

AU - Ueki, Tatsuo

AU - Ohara, Aiko

AU - Munakata, Ryosuke

AU - Takao, Ken Ichi

AU - Tadano, Kin Ichi

PY - 2005/5/26

Y1 - 2005/5/26

N2 - (Chemical Equation Presented) We have completed the total synthesis of natural (+)-tubelactomicin A (1), a 16-membered macrolide antibiotic. This Letter presents a highly efficient synthesis of the upper-half segment (C14-C24) and the completion of the total synthesis featuring a high-yielding Stille coupling for the connection of the upper-half and lower-half segments and Mukaiyama macrolactonization for the construction of the entire structure of 1.

AB - (Chemical Equation Presented) We have completed the total synthesis of natural (+)-tubelactomicin A (1), a 16-membered macrolide antibiotic. This Letter presents a highly efficient synthesis of the upper-half segment (C14-C24) and the completion of the total synthesis featuring a high-yielding Stille coupling for the connection of the upper-half and lower-half segments and Mukaiyama macrolactonization for the construction of the entire structure of 1.

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JO - Organic Letters

JF - Organic Letters

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ER -

Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis

Abstract

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