Synthesis of the spiroacetal parts of spirofungin A and B

Yuko Shimizu; Hiromasa Kiyota; Takayuki Oritani

doi:10.1016/S0040-4039(00)00371-3

Synthesis of the spiroacetal parts of spirofungin A and B

Yuko Shimizu, Hiromasa Kiyota, Takayuki Oritani

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

20 Citations (Scopus)

Abstract

The C9-C20 spiroacetal parts of spirofungin A and B, antifungal antibiotics from Streptomyces violaceusniger Tu 4113, were synthesized simultaneously from (S)-citronellyl bromide and (±)-epoxy alcohol via alkyne-lactone coupling reaction and diastereomeric separation. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	3141-3144
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4039(00)00371-3
Publication status	Published - Apr 22 2000
Externally published	Yes

Keywords

Antibiotics
Lactonization
Polyketides
Spiro compounds

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)00371-3

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abstract = "The C9-C20 spiroacetal parts of spirofungin A and B, antifungal antibiotics from Streptomyces violaceusniger Tu 4113, were synthesized simultaneously from (S)-citronellyl bromide and (±)-epoxy alcohol via alkyne-lactone coupling reaction and diastereomeric separation. (C) 2000 Elsevier Science Ltd.",

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T1 - Synthesis of the spiroacetal parts of spirofungin A and B

AU - Shimizu, Yuko

AU - Kiyota, Hiromasa

AU - Oritani, Takayuki

PY - 2000/4/22

Y1 - 2000/4/22

N2 - The C9-C20 spiroacetal parts of spirofungin A and B, antifungal antibiotics from Streptomyces violaceusniger Tu 4113, were synthesized simultaneously from (S)-citronellyl bromide and (±)-epoxy alcohol via alkyne-lactone coupling reaction and diastereomeric separation. (C) 2000 Elsevier Science Ltd.

AB - The C9-C20 spiroacetal parts of spirofungin A and B, antifungal antibiotics from Streptomyces violaceusniger Tu 4113, were synthesized simultaneously from (S)-citronellyl bromide and (±)-epoxy alcohol via alkyne-lactone coupling reaction and diastereomeric separation. (C) 2000 Elsevier Science Ltd.

KW - Antibiotics

KW - Lactonization

KW - Polyketides

KW - Spiro compounds

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U2 - 10.1016/S0040-4039(00)00371-3

DO - 10.1016/S0040-4039(00)00371-3

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 17

ER -

Synthesis of the spiroacetal parts of spirofungin A and B

Abstract

Keywords

ASJC Scopus subject areas

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