Indole diterpene synthetic studies: Development of a second-generation synthetic strategy for (+)-nodulisporic acids A and B

Amos B. Smith; László Kürti; Akin H. Davulcu; Shin Cho Young; Kazuyuki Ohmoto

doi:10.1021/jo062423a

Indole diterpene synthetic studies: Development of a second-generation synthetic strategy for (+)-nodulisporic acids A and B

Amos B. Smith, László Kürti, Akin H. Davulcu, Shin Cho Young, Kazuyuki Ohmoto

Biochemistry

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

35 Scopus citations

Abstract

(Chemical Equation Presented) A second-generation strategy for construction of (+)-nodulisporic acids A and B based on the development of a new, effective modular indole synthesis exploiting a sequential Stille cross-coupling/Buchwald- Hartwig union/cyclization tactic is disclosed. This strategy evolved due to the considerable acid instability of the C(24) hydroxyl group observed in several advanced intermediates during our first-generation approach.

Original language	English (US)
Pages (from-to)	4611-4620
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	72
Issue number	13
DOIs	https://doi.org/10.1021/jo062423a
State	Published - Jun 22 2007

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo062423a

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abstract = "(Chemical Equation Presented) A second-generation strategy for construction of (+)-nodulisporic acids A and B based on the development of a new, effective modular indole synthesis exploiting a sequential Stille cross-coupling/Buchwald- Hartwig union/cyclization tactic is disclosed. This strategy evolved due to the considerable acid instability of the C(24) hydroxyl group observed in several advanced intermediates during our first-generation approach.",

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AU - Kürti, László

AU - Davulcu, Akin H.

AU - Young, Shin Cho

AU - Ohmoto, Kazuyuki

PY - 2007/6/22

Y1 - 2007/6/22

N2 - (Chemical Equation Presented) A second-generation strategy for construction of (+)-nodulisporic acids A and B based on the development of a new, effective modular indole synthesis exploiting a sequential Stille cross-coupling/Buchwald- Hartwig union/cyclization tactic is disclosed. This strategy evolved due to the considerable acid instability of the C(24) hydroxyl group observed in several advanced intermediates during our first-generation approach.

AB - (Chemical Equation Presented) A second-generation strategy for construction of (+)-nodulisporic acids A and B based on the development of a new, effective modular indole synthesis exploiting a sequential Stille cross-coupling/Buchwald- Hartwig union/cyclization tactic is disclosed. This strategy evolved due to the considerable acid instability of the C(24) hydroxyl group observed in several advanced intermediates during our first-generation approach.

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Indole diterpene synthetic studies: Development of a second-generation synthetic strategy for (+)-nodulisporic acids A and B

Abstract

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