ASYMMETRIC DIELS - ALDER REACTIONS WITH α-CHLORONITROSO COMPOUNDS - I. APPLICATION OF α-CHLORONITROSO EPIANDROSTERONE IN SYNTHESIS

DOI: 10.1016/S0040-4039(01)91288-2

Source and publish data:

Tetrahedron Letters p. 5377 - 5380 (1984)

Update date:2022-09-26

Topics:

Authors:

Sabuni, Mahmud

Kresze, Guenter

Braun, Heinz

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Article abstract of DOI:10.1016/S0040-4039(01)91288-2

The Diels - Alder reaction of 1,3-cyclohexadiene (9) with the enantiomerically pure α-chloronitroso compound 8, synthesized from epiandrosterone (7a), gives the adduct 10a with 1-(R),4-(S) configuration in 69 percent chemical yield and >=95 percent enantiomeric excess.

Full text of DOI:10.1016/S0040-4039(01)91288-2

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