## Abstract The enantiomers of grandisol (1) and lineatin (2) have been synthesized by resolving the key (±)‐hydroxy ether (±)‐7 as its diastereomeric esters 8 and 8′ with (−)‐camphanic acid.
Pheromone Synthesis, CXXXVII. A New Synthesis of (+)-Grandisol
✍ Scribed by Mori, Kenji ;Fukamatsu, Kunio
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 521 KB
- Volume
- 1992
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The natural and (+)‐enantiomer of grandisol [1, (1__R__,2__S__)‐(+)‐2‐isopropenyl‐1‐methylcyclobutaneethanol] has been synthesized from (R)‐(—)‐carvone (2) by employing the intramolecular alkylation of 8 to give 9 as the key step.
📜 SIMILAR VOLUMES
## Abstract Grandisol (10) is stereoselectively synthesized in 9 steps, starting from commercially available 3‐methyl‐3‐buten‐1‐ol (1). The key step of the synthesis is the Cu(I)‐catalyzed [2 + 2]‐photocycloaddition of 3 to 4a or 4b. Moreover, solvent effects on the __endo/exo__ product ratio of th
A novel approach to the asymmetric synthesis of (+)-grandisol involves the use of catalytic kinetic resolution of a primary allylic alcohol. The allylic alcohol is prepared in 4 steps from simple achiral materials and the resolved alcohol (95%e.e.) is reduced in 2 steps to the corresponding methyl a
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v