Total synthesis of the duocarmycins

Ken Yamada; Toshiki Kurokawa; Hidetoshi Tokuyama; Tohru Fukuyama

doi:10.1021/ja035303i

Total synthesis of the duocarmycins

Ken Yamada, Toshiki Kurokawa, Hidetoshi Tokuyama, Tohru Fukuyama

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

121 Citations (Scopus)

Abstract

The total synthesis of (+)-duocarmycin A and SA through a common indoline intermediate is described. The key reactions include selective lithiation of a 2,6-dibromoiodobenzene derivative and diastereoselective addition to a chiral nitroalkene, copper-mediated aryl amination, and addition of aryllithium to azlactones.

Original language	English
Pages (from-to)	6630-6631
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	125
Issue number	22
DOIs	https://doi.org/10.1021/ja035303i
Publication status	Published - 2003 Jun 4
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja035303i

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abstract = "The total synthesis of (+)-duocarmycin A and SA through a common indoline intermediate is described. The key reactions include selective lithiation of a 2,6-dibromoiodobenzene derivative and diastereoselective addition to a chiral nitroalkene, copper-mediated aryl amination, and addition of aryllithium to azlactones.",

author = "Ken Yamada and Toshiki Kurokawa and Hidetoshi Tokuyama and Tohru Fukuyama",

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AU - Kurokawa, Toshiki

AU - Tokuyama, Hidetoshi

AU - Fukuyama, Tohru

PY - 2003/6/4

Y1 - 2003/6/4

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AB - The total synthesis of (+)-duocarmycin A and SA through a common indoline intermediate is described. The key reactions include selective lithiation of a 2,6-dibromoiodobenzene derivative and diastereoselective addition to a chiral nitroalkene, copper-mediated aryl amination, and addition of aryllithium to azlactones.

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Total synthesis of the duocarmycins

Abstract

ASJC Scopus subject areas

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