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Synthesis of Deuterated Mevalonolactone Isotopomers
Author(s) -
Dickschat Jeroen S.,
Citron Christian A.,
Brock Nelson L.,
Riclea Ramona,
Kuhz Henning
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100188
Subject(s) - isotopomers , deuterium , chemistry , reagent , stereochemistry , organic chemistry , molecule , physics , quantum mechanics
A synthetic route was developed for the preparation of deuterated mevalonolactones. Using low‐cost deuterated reagents, this route allows for the independent introduction of deuterium labeling into any carbon position or into any combination of positions. Following this approach, the synthesis of [6,6,6‐ 2 H 3 ]mevalonolactone, [4,4,6,6,6‐ 2 H 5 ]mevalonolactone, [5,5‐ 2 H 2 ]mevalonolactone, [5,5,6,6,6‐ 2 H 5 ]mevalonolactone, and [2,2,6,6,6‐ 2 H 5 ]mevalonolactone is described.