Studies on Steroidal Plant-Growth Regulators: A New Synthesis of Brassinosteroids

DOI: 10.1055/s-1989-27273

Source and publish data:

Synthesis p. 426 - 427 (1989)

Update date:2022-09-26

Topics:

Authors:

Zhou, Wei-Shan

Zhou, Yi-Pine

Jiang, Biao

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Article abstract of DOI:10.1055/s-1989-27273

Two brassinosteroids (stereoisomers of brassinolide), (22R,23R,24R)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one (2) and (22S,23S,24R)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one (3), were synthesized from ergosterol in eight steps in ca. 30percent overall yield.The key step is the highly regioselective formation of the 7-oxalactone ring by oxidation of an enol silyl ether with 3-chloroperoxybenzoic acid.

Full text of DOI:10.1055/s-1989-27273

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Product name:(22E,24R)-7α-Hydroxy-5α-ergost-2,22-dien-6-one

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