.delta.-lactone derivatives and process of preparing same

Details .delta.-lactone derivatives and process of preparing same .delta.-lactone derivatives and process of preparing same

1987-04-06

1989-10-17

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

540 16, C07J 1900, C07J 2100, C07J 5300, C07J 6300

Patent

active

048745510

ABSTRACT:
Novel .delta.-lactone derivatives which are useful as intermediate for a synthesis of brassinolide, epibrassinolide or bisnorbrassinolide and a process of preparing them are disclosed.
According to the process of the present invention, the introduction of carbon chains which form polyhydroxylated steroid side chains of brassinolides or the like into steroid nucleus is carried out in one-step with the control of stereochemistry of the contiguous four acyclic chiral centers.

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Kametani, 28th Sym. on the Chem. Natural Products 1986, pp. 409-416 (9-9-86).
Kametani et al., Chem. Abs 105, 191498 (1986).
Kametani et al., Chem. Abs 107, 154592.
Takatsuto, Phytochemistry 1984, 23, 525.
Anastasia, J. Chem. Soc. Perkin I, 1983, 383.
Fung, J. Amer. Chem. Soc. 102, 6580 (1980).
Brown, J. Org. Chem. 44, 5003 (1979).

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