Enantioselective synthesis of imperanene via enzymatic asymmetrization of an intermediary 1,3-diol

Organic Letters

Volumn 6, Issue 19, 2004, Pages 3297-3300

  Carr, Jason A ^a   Bisht, Kirpal S ^a  

^a UNIVERSITY OF SOUTH FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

IMPERANENE; PHENOL DERIVATIVE; UNCLASSIFIED DRUG; VANILLIN;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; ENANTIOSELECTIVITY; REACTION ANALYSIS;

BENZALDEHYDES; BURKHOLDERIA CEPACIA; CATALYSIS; LIPASE; MOLECULAR STRUCTURE; PHENOLS; STEREOISOMERISM;

EID: 4644278675     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048802c     Document Type: Article

References (18)

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12. Other protecting groups such as TBDMS, Bn, and PMB were initially utilized, but they proved to be liabilities during the course of the subsequent reactions, often resulting in low-yielding or failed reactions.
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15. D = +7.9°.
16. 3 using the following equation: ee = [(R) - (S)]/[(R) + (S)] x 100%.
17. 1NMR by comparing the ratio of the alkenyl protons of the crude reaction mixture.
18. D for natural product and observed value for the synthetic sample.