Stereoselective synthesis of an isomer of membrenone-C via an aldol based two directional chain extension

Tetrahedron Letters

Volumn 39, Issue 45, 1998, Pages 8367-8370

  Perkins, Michael V ^a   Sampson, Rebecca A ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

BORON; KETONE DERIVATIVE; NATURAL PRODUCT; PROPIONIC ACID DERIVATIVE; TITANIUM; TRIFLUOROACETIC ACID;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; DEHYDRATION; ISOMER; MOLLUSC; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032487765     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01846-2     Document Type: Article

References (17)

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2. 2. A further isomer 22 exists which could possibly sit in a conformation where in one dihydropyrone ring the two alkyl groups are pseudo trans diaxial ie. the two hydrogens are trans diequatorial, giving the small coupling. The related isomers 23 and 24 can be ruled out as they are meso and the natural product is optically active. (formula presented)
3. 9 similar to those observed for natural Membrenone-C.
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