Regio- and stereospecific synthesis of (O-tips)-protected 2- hydroxyalkylmercaptans from epoxides and triisopropylsilanethiol

Tetrahedron Letters

Volumn 39, Issue 25, 1998, Pages 4409-4412

  Justo De Pomar, Jorge C ^a   Soderquist, John A ^a  

^a UNIVERSITY OF PUERTO RICO   (Puerto Rico)

Author keywords

[No Author keywords available]

Indexed keywords

ARUGOSIN C; EPOXIDE; LEPTOSINE; THIOL DERIVATIVE; TRIISOPROPYLSILANETHIOL; UNCLASSIFIED DRUG; VERTICILLIN;

ACYLATION; ARTICLE; CHEMICAL REACTION KINETICS; DRUG MECHANISM; ENZYME STABILITY; MARINE ENVIRONMENT; NONHUMAN; ORGANIC CHEMISTRY; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 0032543514     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00834-X     Document Type: Article

References (12)

1. 1. Graduate student supported by DOE-EPSCoR (DE-FC02-91ER75674).
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6. 6. Rosowsky, A. in Heterocyclic Compounds, Part 1, Weissberger, A. Ed.; John Wiley and Sons, Inc.; New York, 1964, p 330.
7. 7. Brittain, J.; Gareau, Y. Tetrahedron Lett. 1993, 34, 3363.
8. 8. Miranda, E. I.; Diaz, M. J.; Rosado, I.; Soderquist, J. A. Tetrahedron Lett. 1994, 35, 3221.
9. 13C NMR, IR, MS and gave satisfactory elemental analyses or HRMS.
10. 10. Colvin, E. Silicon in Organic Synthesis, Butterworths: London, 1981.
11. 2 (70-230 mesh) eluting first with hexanes (200 mL) followed by ethyl acetate/hexane (200 mL of a 1:4 mixture)).
12. 4) and concentrated. The residue was recrystallized (i-PrOH/HxH (1:5) to give 0.21 g (81%) of 12 whose properties were identical to the commercial material.