2014
DOI: 10.1002/chin.201406216
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ChemInform Abstract: Stereoselective Synthesis of Chiral Pyrrolidine Derivatives of (+)‐α‐Pinene Containing a β‐Amino Acid Moiety.

Abstract: The (+)‐α‐pinene derived N‐protected amino acid (I) is used in the synthesis of several constrained pyrrolidine derivatives.

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“…Organocatalysts (2S,4R,1 S)-18 and (2S,4R,1 R)-18 incorporate an amide functional group in the (S)-proline-framework. This structural feature has proved rather successful in other organocatalysts derived from (S)-proline [42][43][44]. Furthermore, the fragment of (R)-or (S)-phenylethylamine was introduced to examine the potential effect of an additional center of chirality in the organocatalytic system.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…Organocatalysts (2S,4R,1 S)-18 and (2S,4R,1 R)-18 incorporate an amide functional group in the (S)-proline-framework. This structural feature has proved rather successful in other organocatalysts derived from (S)-proline [42][43][44]. Furthermore, the fragment of (R)-or (S)-phenylethylamine was introduced to examine the potential effect of an additional center of chirality in the organocatalytic system.…”
Section: Resultsmentioning
confidence: 99%
“…In this context, several representative organocatalysts present two or more functional groups that act in cooperative or bifunctional strategies [12][13][14][15][16][17][18]. Several research groups have used natural and unnatural amino acids and peptides [19][20][21][22][23][24][25][26][27][28][29][30][31], chiral ureas and thioureas [32][33][34][35][36][37][38][39][40], and chiral amides [41][42][43][44][45] as building blocks or templates in organocatalyst design. In this context, a significant number of (S)-proline derivatives have been developed while searching for an improvement in the catalytic efficiency and stereoselectivity [46][47][48][49][50][51][52][53].…”
Section: Introductionmentioning
confidence: 99%