DIASTEREOSELECTIVE CONJUGATE ADDITION OF LITHIUM METHYLCYANOCUPRATE TO THE CHIRAL ISOPRENE UNITS 2-(R)- AND (S)-BENZYLOXY-2,5-DIHYDRO-4-FURANCARBOXALDEHYDE. TOTAL SYNTHESIS OF (-)- AND (+)-BOTRYODIPLODIN AND (+)- AND (-)-EPIBOTRYODIPLODIN.

DOI: 10.1016/S0040-4039(00)95543-6

Source and publish data:

Tetrahedron Letters p. 3589 - 3592 (1987)

Update date:2022-07-29

Topics:

Authors:

Rehnberg, Nicola

Frejd, Torbjoern

Magnusson, Goeran

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Article abstract of DOI:10.1016/S0040-4039(00)95543-6

Conjugate addition of lithium methylcyanocuprate to the title aldehydes proceeded with high diastereoselectivity (d.e. 94percent).Methyl lithium 1,2-addition, followed by Swern oxidation of the resulting alcohols, gave benzyl botryodiplodin and benzyl epi

Full text of DOI:10.1016/S0040-4039(00)95543-6

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